Hyperispirones A and B, spiro-bridged polycyclic polyprenylated acylphloroglucinols with anti-angiogenesis activity from Hypericum beanii. Issue 13 (17th May 2022)

• Record Type: Journal Article
• Authors: Yang, Beiye; Su, Jun-Cheng; Huang, Lijuan; Lin, Shuang; Jin, Xiaoqi; Lei, Xueping; Hu, Zhengxi; Zhang, Yonghui
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 13(2022)
• Page Start: 3460
• Page End: 3466
• Publication Date: 2022-05-17
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo00366j
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Two unprecedented spiro-bridged PPAPs, hyperispirones A and B (1 and 2 ), were isolated and characterized from the aerial parts of Hypericum beanii. Abstract : Two unprecedented spiro-bridged polycyclic polyprenylated acylphloroglucinols (PPAPs), one with a caged heptacyclo[18.3.1.0 1, 20 .0 2, 17 .0 3, 15 .0 6, 15 .0 8, 13 ]tetracosane core bearing a dual-bridged spiro central feature (1 ) and the other with an unusual 8-oxa-tetracyclo[7.4.2.0 1, 9, 0 3, 7 ]cetane ring system (2 ), were isolated and characterized from the aerial parts of Hypericum beanii . Their structures were elucidated by extensive analysis of HRESIMS, NMR, quantum-chemical calculations, and X-ray crystallographic data. A putative biosynthetic pathway for 1 was also proposed. Compounds 1 and 2 exhibited significant angiogenesis inhibitory effects against the tube formation of HUVECs.